

Hey Riddle Riddle
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Riddles! Puzzles! WhoDunnits! Adal Rifai, Erin Keif and John Patrick Coan, three of Chicago's most overrated improvisers, are on the case to solve every riddle, puzzle, brain-teaser, and head-scratcher known to humanity. Some riddles are almost impossible, some are absolutely improbable, and some simply have not aged well. And if you don't like riddles, don't worry! This podcast is barely about them! Like what you hear? Join the Clue Crew for weekly bonus episodes at Patreon.com/heyriddleriddle
Episodes
Mentioned books

Jan 16, 2026 • 11min
Patreon Preview #358: Be Our Guest w/ Janet Varney
The hosts dive into the hilariously surreal topic of being transformed into objects, exploring themes of shame and identity. They create a funny roleplay featuring animated stairs vying for attention, showcasing their comedic chemistry. There's a whimsical brainstorming session about a mutual stepping plan to address the stairs' cravings. The conversation takes a quirky turn with a talking dog and its couch gossip, all while Adal shares stories about a fake necklace. It's a delightful mix of absurdity and humor!

Jan 14, 2026 • 1h 3min
#391: Kind of a Friendship Vibe Here
The hosts dive into the hilarity of a January Valentine's Day, debating the merits of quirky holidays. They negotiate tips for riddles and tackle absurd listener submissions, like 'Move That Bus' puns. A playful sketch reveals JPC's riddle origins while they riff on percussion and band nightmares. Adal shares a story about buying a 'lemon,' and they invent comic mashup riddles involving celebrities. In a whimsical segment, they argue over wizard colors, topped off with a discussion about local escape rooms.

Jan 9, 2026 • 11min
Patreon Preview #357: Phrase the Roof 4
The hosts share cozy banter, diving into wardrobe references and characters from a classic fantasy tale. They hilariously debate the worst candies, leading to a mix-up between macarons and macaroons. A new game called 'Phrase the Roof' tests their knowledge of idioms, including a deep dive into the nautical origins of 'taking someone down a peg.' The trio also delivers a comical pirate captain sketch while discussing rankings. Lastly, they touch on personal finance with Rocket Money, all while keeping the laughs rolling!

Jan 7, 2026 • 1h 8min
#390: Butt Smokes a Pipe
The hosts dive into their annual celebrity death predictions with humorous twists, contemplating the longevity of icons like Popeye and Tom Cruise. They explore the ethics of porn in the OnlyFans era and share quirky in memoriam tribute ideas. Riddles come into play with chess-themed puzzles, leading to a riotous violin shop sketch. Listener voicemails spark hilarious discussions, and a mix of classic and original riddles keeps the laughter rolling throughout. Expect a mix of humor, creativity, and a few silent dance breaks!

Jan 2, 2026 • 10min
Patreon Preview #356: Chatterbox 31
Join the hosts as they hilariously reconnect, joking about memory lapses and rebranding. Adal shares his obsession with Nolan films, leading to funny riffing on 'Memento.' The group dives into quirky discussions about swapping traits, handwriting daydreams, and the state of cursive teaching in schools. A skit featuring Father New Year brings holiday cheer, while listener questions spark playful debates about 'Zootopia 2.' It's a lively conversation filled with jokes, banter, and unexpected insights!

Dec 31, 2025 • 1h 56min
#389: Best of 2025 Part 2
It's a ClipShowsmas miracle! A part 2 of our annual best of show!Also, we have released audio of all fourteen 2025 liveshows for purchase on our PatreonStarring:Adal RifaiJohn Patrick CoanErin KeifEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Dec 26, 2025 • 11min
Patreon Preview #355: The Week After Christmas
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Dec 24, 2025 • 1h 30min
#388: Best of 2025 Part 1
Celebrate ClipShowsmas with hilarious banter on everything from Jar Jar Binks' legacy to whether sharks fart. Dive into absurdities like lending $8,000, a mermaid rescue improv, and the wild lives of Florida's STD-carrying monkeys. Enjoy shifting scenes that range from a riddle about mall Santas to a chaotic block party and meta jokes about studio recording. Plus, an unexpected theory on Kevin from Home Alone being a sleeper agent adds a quirky twist to the fun!

Dec 19, 2025 • 11min
Patreon Preview #354: 2025 Out of Context Clip Brackets
Listen to the rest with a 7 day free trial at our Patreon!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Dec 17, 2025 • 1h 2min
#387: Lincoln's Lost the Sauce
We only make Erin almost lose it three times this episode, so we are really slipping. And also Sandy is back!Starring:Adal RifaiJohn Patrick CoanErin KeifGuest Starring:Sandor WeiszEditing by: Casey ToneyTheme by: Arne ParrottLogo by: Emily Kardamis & Emmaline MorrisWant more? Get Weekly Bonus Eps on Patreon!JPC's Guided Meditations Volume 1, available now at our Patreon digital store!Want merch? Visit our Dashery Store!Want to mail us something? Hey Riddle Riddle 6351 W Montrose Ave #267Chicago, IL, 60634Want to leave us a voicemail? Call (805) RIDDLE-1 or (805-743-3531)Want to advertise on the show? Check out Hey Riddle Riddle via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.


